Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118Generated: October 25, 2026

Cyanoacetamide → 5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/2118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetamideHCID 7898—
ReactantAcetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 613145—
Reactant2-(4-Chlorophenyl)-3-(dimethylamino)acrylaldehydeHCID 3448972—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrileHCID 2763910—

Reaction Steps

To solution of sodium methoxide (7.52 g) in methanol (130 ml) was added cyanoacetamide (5.84 g) followed by 2-(4-chlorophenyl)-3-dimethylaminopropenal and the resulting suspension was refluxed overnight. During this time a yellow solid was formed. The mixture was cooled to room temperature and glacial acetic add (50 ml) was added followed by water (100 ml). The resulting yellow orange solid was filtered off, washed several times with water and dried to yield 8.1 g of 3-cyano-5-(4-chlorophenyl)-2-pyridinone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728698
Source datasetuspto-grants-1998_03
ORD IDord-3a2c011f1b3e4de5a080b95b7446e37f
Source noteuspto-grants-1998_03